1.1: HBr / acetic acid / 0.5 h / 20 °C 1.2: 80 percent / NaOH / methanol / 0.75 h / 20 °C 2.1: A. niger epoxide hydrolase / 576 h / 4 °C / pH 8.0 2.2: H2 / Pd / methylformamide / 0 °C 3.1: 76 percent / KMnO4; H2SO4 / acetone / 0 - 20 °C View Scheme

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sulfuric acid in water; tert-butyl alcohol Hydrolysis;

1: With hydrogen bromide in acetic acid T=20°C; Bromination; 0.5 h; 2: With sodium hydroxide in methanol T=20°C; Dehydrobromination; 0.75 h;